2-Quinolinecarboxaldehyde → 6-(2,6-Dimethoxyphenyl)-1-(quinolin-2-ylmethyl)piperidin-2-one

HRID 594422

Reaction equation

HRID 594422 reaction equation
[NH2:1][CH:2]([C:10]1[C:15]([O:16][CH3:17])=[CH:14][CH:13]=[CH:12][C:11]=1[O:18][CH3:19])[CH2:3][CH2:4][CH2:5][C:6]([O:8]C)=O.[N:20]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH:23]=[CH:22][C:21]=1[CH:30]=O>>[CH3:19][O:18][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]([O:16][CH3:17])[C:10]=1[CH:2]1[N:1]([CH2:30][C:21]2[CH:22]=[CH:23][C:24]3[C:29](=[CH:28][CH:27]=[CH:26][CH:25]=3)[N:20]=2)[C:6](=[O:8])[CH2:5][CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 796192-QuinolinecarboxaldehydeHCID 69082713Methyl 5-amino-5-(2,6-dimethoxyphenyl)pentanoate

Product 1

HCID 690819646-(2,6-Dimethoxyphenyl)-1-(quinolin-2-ylmethyl)piperidin-2-one

Procedure

Prepared according to the described general procedure 1 (GP1) by reaction of methyl 5-amino-5-(2,6-dimethoxyphenyl)pentanoate with commercially available quinoline-2-carbaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.59 min.; [M+H]+: 377.18 g/mol.

Workup

  1. customPrepared
  2. customSubsequent purification by preparative HPLC
  3. customafforded the target compound

Sources & evidence

ORD record
ord-8ab9b6d57eaa4caca7f022940d5721a0
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Linked notes

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